Pd-Catalyzed Ortho-C HAcylation/Cross Coupling of Aryl Ketone O-Methyl Oximes with Aldehydes Using tert-Butyl Hydroperoxide as Oxidant

被引:214
作者
Chan, Chun-Wo
Zhou, Zhongyuan
Chan, Albert S. C.
Yu, Wing-Yiu [1 ]
机构
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
关键词
H BOND FUNCTIONALIZATION; ORTHO-ARYLATION; ORGANIC-SYNTHESIS; ACYL RADICALS; DIRECT ACCESS; SP(2); COMPLEXES; BROMIDES; IODIDES; ACIDS;
D O I
10.1021/ol101618u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd-catalyzed protocol for direct C-H bond acylation by cross coupling of aryl ketone oximes and aldehydes using fert-butyl hydroperoxide (TBHP) as oxidant was developed. With oximes as a directing group for the C-H activation, the coupling with aldehydes was achieved with remarkable regioselectivity. The acylation reactions exhibit excellent functional group tolerance, and both aliphatic and heteroaromatic aldehydes can be effectively coupled to the oximes.
引用
收藏
页码:3926 / 3929
页数:4
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